CAS: 194874-06-1; Apoptolidin

该化合物是一种复杂的碳水化合物,其独特的结构特征是多种糖单位和各种修改;该化合物由脱氧糖和甲基化组组成,有助于其在生物系统中的稳定性和溶性;存在多种甘油联系,表明在生物识别过程中,例如在细胞信号或与蛋白质的相互作用等生物识别进程中可能发挥的作用;其复杂的立体化学,以各种碳中心的具体配置为标志,表明它可能展示具体的生物活动或功能;该复合体的化学文摘号为194874-061-1,允许在化学数据库中进行精确识别,促进生物化学,药理学和玻璃科学等领域的研究和应用;总体而言,该物质体现了碳水酸盐化学的复杂性和多样性.

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上下游产品

21-O-Methylapoptolidin A 502156-06-1
(3Z,5Z,7Z,11Z,13Z)-21-{2,4-二羟基-6-[2-({4-羟基-5-[(5-羟基-4-甲氧基-6-甲基四氢-2H-吡喃-2-基)氧基]-4,6-二甲基四氢-2H-吡喃-2-基}氧基)-3-甲氧基丙基]-3,5-二甲基四氢-2H-吡喃-2-基}-10-[(3,4-二羟基-5-甲氧基-6-甲基四氢-2H-吡喃-2-基)氧基]-17,20-二羟基-18-甲氧基-3,5,7,9,13-五甲基氧杂环二十一-3,5,7,11,13-五烯-2-酮 Isoapoptolidin 476647-30-0
4'''-O-Tert-Butyldimethylsilyl-21-O-Methyl-23O,2'O,3'O,3''O-Tetrakis(Triethylsilyl)Apoptolidin A 795290-14-1

合成工艺路线路线简述

    📜(3Z,5Z,7Z,11Z,13Z)-21-{2,4-二羟基-6-[2-({4-羟基-5-[(5-羟基-4-甲氧基-6-甲基四氢-2H-吡喃-2-基)氧基]-4,6-二甲基四氢-2H-吡喃-2-基}氧基)-3-甲氧基丙基]-3,5-二甲基四氢-2H-吡喃-2-基}-10-[(3,4-二羟基-5-甲氧基-6-甲基四氢-2H-吡喃-2-基)氧基]-17,20-二羟基-18-甲氧基-3,5,7,9,13-五甲基氧杂环二十一-3,5,7,11,13-五烯-2-酮 以 Various Solvent(S) 用作溶剂,化学反应生成(8E,10E,12R,13R,14E,16E,18E)-12-羟基-13-甲基-20-氧代氧杂环二十-8,10,14,16,18-五烯-2,4,5-三基
    参考文献:Isoapoptolidin: Structure And Activity Of The Ring-Expanded Isomer Of Apoptolidin
    标题:Isoapoptolidin: Structure And Activity Of The Ring-Expanded Isomer Of Apoptolidin
    摘要:Graphicapoptolidin (1) Is A Novel Oncolytic Lead That Induces Apoptosis In Transformed Cell Lines With Exceptional Selectivity. We Report The Isolation And Characterization Of A Ring-Expanded Macrolide Isomer Of Apoptolidin: Isoapoptolidin (2). The Solution Conformation Of Isoapoptolidin Is Described. The Rate Of Isomerization Was Measured Under Biologically Relevant Conditions And Found To Approach Equilibrium Within The Time Frame Of Most Cell-Based Assays. Isoapoptolidin'S Ability To Inhibit Mitochondrial F0F1-Atpase Is Over 10-Fold Less Than That Of Apoptolidin.
    Doi:10.1021/ol0266222

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    ✅ COA系统入驻 | 共享模式

    主要参考文献

    1. Daniel PT, Koert U, Schuppan J. Apoptolidin: induction of apoptosis by a natural product. Angew Chem Int Ed Engl. 2006 Jan 30;45(6):872-93. doi: 10.1002/anie.200502698. 8(1):71-80. doi: 10.1016/s1074-5521(00)00057-0.

    合成参考文献


    摘要:Negishi, E.; Wang, G., Science of Synthesis, (2009) 46, 332.
    参考文献:10.1021/ol0361397
    摘要:Paquette WD, Taylor RE. Enantioselective preparation of the C1-C11 fragment of apoptolidin. Org Lett. 2004 Jan 08;6(1):103–6. doi: 10.1021/ol0361397.
    参考文献:10.3181/0709-rm-263
    摘要:Cameron CM, Harding F, Hu WS, Kaufman DS. Activation of hypoxic response in human embryonic stem cell-derived embryoid bodies. Exp Biol Med (Maywood). 2008 Aug;233(8):1044–57. doi: 10.3181/0709-rm-263.
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